Videos not uploading into video editor properly
Okay, after working on this all night, I found the solution. It was rather simple too. 

While working on my original project, I had created proxies for all my videos, however, I wasn't aware that by creating those proxies I had inadvertently created an additional folder where those proxy videos were stored. Somehow the proxies that I created corrupted any similar video files so they wouldn't drop correctly in blender video editor. I've deleted that proxy folder, and now the videos are loading correctly into blender.

Thanks, Jan Kanderabek and 3pointedit for your feedback.